4,7,13,16,21-Pentaoxa-1,10-diazabicyclo[8.8.5]tricosane

Base Information

• Chemical Name: 4,7,13,16,21-Pentaoxa-1,10-diazabicyclo[8.8.5]tricosane
• CAS No.: 31364-42-8
• Molecular Formula: C16H32N2O5
• Molecular Weight: 332.44
• Hs Code.: 2934 99 90
• European Community (EC) Number: 250-592-1
• NSC Number: 321059
• DSSTox Substance ID: DTXSID60185286
• Nikkaji Number: J278.098D
• Wikidata: Q72500012
• Mol file: 31364-42-8.mol

Synonyms:4,7,13,16,21-pentaoxa-1,10-diazabicyclo(8.8.5)tricosane;cryptand 221;cryptand-221;cryptating agent 221;Kryptofix 221

Chemical Property of 4,7,13,16,21-Pentaoxa-1,10-diazabicyclo[8.8.5]tricosane

Chemical Property:

• Vapor Pressure: 7.72E-09mmHg at 25°C
• Refractive Index: n20/D 1.5018(lit.)
• Boiling Point: 465.4 °C at 760 mmHg
• PKA: 7.23±0.20(Predicted)
• Flash Point: 133.7 °C
• PSA: 52.63000
• Density: 1.11 g/cm³
• LogP: -0.42360
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Water Solubility.: Miscible with water.
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 0
• Exact Mass: 332.23112213
• Heavy Atom Count: 23
• Complexity: 237

Purity/Quality:

98%, ^*data from raw suppliers

Kryptofix? 221 for synthesis ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN2CCOCCOCCN1CCOCCOCC2
• Uses: 4,7,13,16,21-Pentaoxa-1,10-diazabicyclo[8.8.5]tricosane is used as a phase transfer catalysts by transferring ions from one phase to another. It is involved in the synthesis of alkalides and electrides. 4,7,13,16,21-Pentaoxa-1,10-diazabicyclo[8.8.5]tricosane is a cryptand which is capable of forming complexes with metal cations. It is used to bind or trap cationic guests such as Na+, Cd2+, Zn2+ and Eu3+.

Technology Process of 4,7,13,16,21-Pentaoxa-1,10-diazabicyclo[8.8.5]tricosane

There total 46 articles about 4,7,13,16,21-Pentaoxa-1,10-diazabicyclo[8.8.5]tricosane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

C18H38N2O5(2+)*2I(1-) (106240-34-0) → kryptofix 221 (31364-42-8)

Guidance literature:

With triphenylphosphine; In N,N-dimethyl-formamide; for 5h; Heating;

Reference yield: 28.0%

triethyleneglycol dimesylate (80322-82-3) + Kryptofix 21 (31249-95-3) → kryptofix 221 (31364-42-8)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; for 96h; Heating;

DOI:10.1021/jo00219a007

Reference yield:

lanthanum(4,7,13,16,21-pentaoxa-1,10-diazabicyclo{8.8.5}tricosane)(NO3)3 → LaO(2)H + kryptofix 221 (31364-42-8)

Guidance literature:

With sodium chloride; In water-d2; pH>=9.4, ionic strength I=1.00 M (NaCl), 24°C; centrifugation, monitored by proton NMR; Kinetics;

upstream raw materials:

C₁₈H₃₈N₂O₅⁽²⁺⁾*2I^(1-)

triethyleneglycol dimesylate

Kryptofix 21

Downstream raw materials:

sodium 4,7,13,16,21-pentaoxa-1,10-diazabicyclo<8.8.5>tricosane picrate

18-crown-6 ether

1,4,7,10,13,16,10-heptaoxacyclohenicosane

cryptand 211

Refernces

• 1、 Leska, Boguslawa,Hes, Marzanna,Schroeder, G.. "KINETIC AND EQUILIBRIUM STUDIES OF THE REACTION OF 1,3,5-TRINITROBENZENE WITH CRYPTANDS IN ACETONITRILE". . p. 671 - 680. Retrieved 2007/10/02.
• 2、 Torres, Richard A.,Baisden, Patricia A.. "Proton NMR study of the dissociation of the lanthanum cryptate of 4,7,13,16,21-pentaoxa-1,10-diazabicyclo[8.8.5]tricosane". . p. 2807 - 2810. Retrieved 2008/10/08.